(+)-(3R,4R)-cis-5-benzyloxycarbonyl-3-formyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one

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Chemical Name:(+)-(3R,4R)-cis-5-benzyloxycarbonyl-3-formyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one
CAS No.:787617-91-8
Molecular Formula:C₂₂H₂₂N₂O₅
Molecular Weight:394.427
Hs Code.:

Synonyms:(+)-(3R,4R)-cis-5-benzyloxycarbonyl-3-formyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one

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Chemical Property of (+)-(3R,4R)-cis-5-benzyloxycarbonyl-3-formyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one

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Technology Process of (+)-(3R,4R)-cis-5-benzyloxycarbonyl-3-formyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one

There total 4 articles about (+)-(3R,4R)-cis-5-benzyloxycarbonyl-3-formyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 787617-90-7
(-)-(3R,4R)-5-benzyloxycarbonyl-3-(1,2-dihydroxy)-2-(4-methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one

: 787617-91-8
(+)-(3R,4R)-cis-5-benzyloxycarbonyl-3-formyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one

Guidance literature:: With sodium periodate; In methanol; water; for 3h; below 20 deg C;
DOI:10.1021/jo040163w

Reference yield:

: 729599-78-4
(-)-(3R,4R)-5-benzyloxycarbonyl-2-(4-methoxyphenyl)-3-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,5-diazaspiro[3.4]octan-1-one

: 787617-91-8
(+)-(3R,4R)-cis-5-benzyloxycarbonyl-3-formyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one

Guidance literature:: (-)-(3R,4R)-5-benzyloxycarbonyl-2-(4-methoxyphenyl)-3-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,5-diazaspiro[3.4]octan-1-one; With toluene-4-sulfonic acid; In tetrahydrofuran; water; Heating;

With sodium periodate; In methanol; water; at 0 ℃; Further stages.;
DOI:10.1021/ol0713537

Reference yield:

: 141781-24-0
[1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-(4-methoxy-phenyl)-amine

: 787617-91-8
(+)-(3R,4R)-cis-5-benzyloxycarbonyl-3-formyl-2-(4-methoxyphenyl)-2,5-diazaspiro[3.4]octan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / CH₂Cl₂ / -78 - 20 °C

1.2: 64 percent / aq. HCl / CH₂Cl₂ / 1.5 h

2.1: p-TsOH / tetrahydrofuran; H₂O / Heating

2.2: NaIO₄ / methanol; H₂O / 0 °C

With toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol0713537